Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 15:00:41 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0004239

Secondary Accession Numbers

HMDB04239

Metabolite Identification

Common Name

13,14-Dihydro PGF2a

Description

13,14-dihydro PGF2a is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207 )Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0004239
     RDKit          3D
13,14-Dihydro PGF2a
 61 61  0  0  0  0  0  0  0  0999 V2000
   -7.6263   -0.9602    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3283   -0.3833    0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5671    0.3603   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1998   -0.4633   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3791   -1.6622   -1.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5573   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894   -1.0388    0.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9935   -1.0750   -1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985   -0.9559   -1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    0.0307   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    1.4752   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    1.8343   -0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    2.1225    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    1.3287    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676    2.1994    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313    0.1375    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314   -1.1083    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -0.8668    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760   -0.9040    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -0.6614    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -0.3833    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687   -0.1516    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0599    0.1294   -0.7486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167    1.2558   -1.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8457   -0.8338   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7373   -2.0352    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8302   -0.8859   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4492   -0.4176    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152   -1.2164    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4708    0.3584    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    1.0899   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    1.0265    0.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.2096   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.8045   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747   -2.1568   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -2.4136   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -2.6773   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.0824    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768   -1.7562   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2740   -0.0663   -2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742   -1.9619   -0.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708   -0.7420   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2398    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1701    1.7299   -1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    2.7868   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.8678    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    3.1919    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917    0.9772    1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    2.7175   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.3787   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -1.9419   -0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -1.3520    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -0.6627   -0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.1208    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105    0.1564    2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -1.5826    2.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    0.4736   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451   -1.2517   -0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6389    0.7718    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9504   -0.9860    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2653   -1.5679   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END


  Mrv0541 02231219542D          

 25 25  0  0  0  0            999 V2000
   31.8302  -11.9642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1798  -10.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7063   -9.7472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5856   -5.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1567   -5.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0602  -10.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7277  -10.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3151  -11.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3951  -10.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1402  -11.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2755  -10.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7277   -9.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6625  -10.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8778  -10.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4421   -8.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2647  -11.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4801  -10.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4421   -7.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8670  -11.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1567   -7.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0823  -11.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1567   -6.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8711   -6.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4692  -11.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8711   -5.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3 14  1  0  0  0  0
  4 25  1  0  0  0  0
  5 25  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  1  0  0  0  0
 15 18  2  0  0  0  0
 16 17  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004239

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(O)CCC1C(O)CC(O)C1C\C=C\CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,15-19,21-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4+

> <INCHI_KEY>
LLQBSJQTCKVWTD-QPJJXVBHSA-N

> <FORMULA>
C20H36O5

> <MOLECULAR_WEIGHT>
356.4968

> <EXACT_MASS>
356.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.46910814958447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
2.817068613999999

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.547005039811062

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.306306585058308

> <JCHEM_PKA_STRONGEST_BASIC>
-1.279848951966803

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
99.5081

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,14-dihydro-pgf2-α

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004239
     RDKit          3D
13,14-Dihydro PGF2a
 61 61  0  0  0  0  0  0  0  0999 V2000
   -7.6263   -0.9602    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3283   -0.3833    0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5671    0.3603   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1998   -0.4633   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3791   -1.6622   -1.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5573   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894   -1.0388    0.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9935   -1.0750   -1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985   -0.9559   -1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    0.0307   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    1.4752   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    1.8343   -0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    2.1225    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    1.3287    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676    2.1994    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313    0.1375    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314   -1.1083    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -0.8668    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760   -0.9040    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -0.6614    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -0.3833    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687   -0.1516    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0599    0.1294   -0.7486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167    1.2558   -1.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8457   -0.8338   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7373   -2.0352    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8302   -0.8859   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4492   -0.4176    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152   -1.2164    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4708    0.3584    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    1.0899   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    1.0265    0.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.2096   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.8045   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747   -2.1568   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -2.4136   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -2.6773   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.0824    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768   -1.7562   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2740   -0.0663   -2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742   -1.9619   -0.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708   -0.7420   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2398    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1701    1.7299   -1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    2.7868   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.8678    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    3.1919    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917    0.9772    1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    2.7175   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.3787   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -1.9419   -0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -1.3520    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -0.6627   -0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.1208    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105    0.1564    2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -1.5826    2.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    0.4736   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451   -1.2517   -0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6389    0.7718    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9504   -0.9860    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2653   -1.5679   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      59.416 -22.333   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      63.802 -19.147   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      55.452 -18.195   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      66.426  -9.477   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      63.759  -9.477   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      59.846 -19.623   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      61.092 -18.717   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      60.322 -21.087   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      62.338 -19.623   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      61.862 -21.087   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      58.381 -19.147   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      61.092 -17.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      57.237 -20.177   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      55.772 -19.701   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      62.425 -16.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      54.627 -20.732   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      53.163 -20.256   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      62.425 -14.867   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      52.018 -21.286   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      63.759 -14.097   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.554 -20.811   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      63.759 -12.557   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      65.093 -11.787   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      49.409 -21.841   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      65.093 -10.247   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   14                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6    7    8   11                                                  
CONECT    7    6    9   12                                                  
CONECT    8    1    6   10                                                  
CONECT    9    2    7   10                                                  
CONECT   10    8    9                                                       
CONECT   11    6   13                                                       
CONECT   12    7   15                                                       
CONECT   13   11   14                                                       
CONECT   14    3   13   16                                                  
CONECT   15   12   18                                                       
CONECT   16   14   17                                                       
CONECT   17   16   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   24                                                       
CONECT   22   20   23                                                       
CONECT   23   22   25                                                       
CONECT   24   21                                                            
CONECT   25    4    5   23                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0004239
HETATM    1  C1  UNL     1      -7.626  -0.960   0.380  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.328  -0.383   0.847  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.567   0.360  -0.232  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.200  -0.463  -1.405  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.379  -1.662  -1.223  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.006  -1.557  -0.667  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.989  -1.039   0.574  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.994  -1.075  -1.661  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.599  -0.956  -1.172  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.306   0.031  -0.119  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.568   1.475  -0.478  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.836   1.834  -0.752  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.030   2.122   0.782  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.329   1.329   0.935  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.368   2.199   0.561  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.231   0.138   0.015  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.831  -1.108   0.590  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.318  -0.867   0.665  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.976  -0.904   1.798  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.438  -0.661   1.836  1.00  0.00           C  
HETATM   21  C18 UNL     1       5.959  -0.383   0.437  1.00  0.00           C  
HETATM   22  C19 UNL     1       7.469  -0.152   0.575  1.00  0.00           C  
HETATM   23  C20 UNL     1       8.060   0.129  -0.749  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.817   1.256  -1.266  1.00  0.00           O  
HETATM   25  O5  UNL     1       8.846  -0.834  -1.365  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.737  -2.035   0.712  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.830  -0.886  -0.687  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.449  -0.418   0.928  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.715  -1.216   1.275  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.471   0.358   1.676  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.370   1.090  -0.642  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.836   1.027   0.199  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.784   0.210  -2.206  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.180  -0.805  -1.869  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.275  -2.157  -2.241  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.934  -2.414  -0.603  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.699  -2.677  -0.521  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.930  -0.082   0.648  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.977  -1.756  -2.556  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.274  -0.066  -2.087  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.274  -1.962  -0.774  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.071  -0.742  -2.044  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.633  -0.240   0.909  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.170   1.730  -1.278  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.964   2.787  -0.584  1.00  0.00           H  
HETATM   46  H21 UNL     1      -0.693   1.868   1.588  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.180   3.192   0.674  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.492   0.977   1.961  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.129   2.717  -0.245  1.00  0.00           H  
HETATM   50  H25 UNL     1       1.605   0.379  -0.996  1.00  0.00           H  
HETATM   51  H26 UNL     1       1.706  -1.942  -0.130  1.00  0.00           H  
HETATM   52  H27 UNL     1       1.417  -1.352   1.577  1.00  0.00           H  
HETATM   53  H28 UNL     1       3.810  -0.663  -0.269  1.00  0.00           H  
HETATM   54  H29 UNL     1       3.395  -1.121   2.700  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.711   0.156   2.530  1.00  0.00           H  
HETATM   56  H31 UNL     1       5.903  -1.583   2.254  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.464   0.474  -0.021  1.00  0.00           H  
HETATM   58  H33 UNL     1       5.845  -1.252  -0.230  1.00  0.00           H  
HETATM   59  H34 UNL     1       7.639   0.772   1.194  1.00  0.00           H  
HETATM   60  H35 UNL     1       7.950  -0.986   1.093  1.00  0.00           H  
HETATM   61  H36 UNL     1       9.265  -1.568  -0.838  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   16   43
CONECT   11   12   13   44
CONECT   12   45
CONECT   13   14   46   47
CONECT   14   15   16   48
CONECT   15   49
CONECT   16   17   50
CONECT   17   18   51   52
CONECT   18   19   19   53
CONECT   19   20   54
CONECT   20   21   55   56
CONECT   21   22   57   58
CONECT   22   23   59   60
CONECT   23   24   24   25
CONECT   25   61
END

HMDB0004239
     RDKit          3D
13,14-Dihydro PGF2a
 61 61  0  0  0  0  0  0  0  0999 V2000
   -7.6263   -0.9602    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3283   -0.3833    0.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5671    0.3603   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1998   -0.4633   -1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3791   -1.6622   -1.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5573   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894   -1.0388    0.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9935   -1.0750   -1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985   -0.9559   -1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    0.0307   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    1.4752   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    1.8343   -0.7524 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    2.1225    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    1.3287    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676    2.1994    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313    0.1375    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314   -1.1083    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -0.8668    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760   -0.9040    1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4384   -0.6614    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -0.3833    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4687   -0.1516    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0599    0.1294   -0.7486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167    1.2558   -1.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8457   -0.8338   -1.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7373   -2.0352    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8302   -0.8859   -0.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4492   -0.4176    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152   -1.2164    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4708    0.3584    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    1.0899   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    1.0265    0.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7839    0.2096   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -0.8045   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747   -2.1568   -2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -2.4136   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -2.6773   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.0824    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768   -1.7562   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2740   -0.0663   -2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742   -1.9619   -0.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708   -0.7420   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6326   -0.2398    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1701    1.7299   -1.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    2.7868   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.8678    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    3.1919    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917    0.9772    1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    2.7175   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.3787   -0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -1.9419   -0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165   -1.3520    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -0.6627   -0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952   -1.1208    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105    0.1564    2.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9028   -1.5826    2.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    0.4736   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451   -1.2517   -0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6389    0.7718    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9504   -0.9860    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2653   -1.5679   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 22 60  1  0
 25 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13,14-Dihydro-prostaglandin F2alpha	MeSH
13,14-Dihydroprostaglandin F2alpha	MeSH
13,14-Dihydro-PGF2alpha	MeSH
13,14-Dihydroprostaglandin F2alpha, (5Z,9alpha,11alpha)-isomer	MeSH
(5Z,9-alpha,11-alpha,15S)-9,11,15-Trihydroxy-prost-5-en-1-Oate	HMDB
(5Z,9-alpha,11-alpha,15S)-9,11,15-Trihydroxy-prost-5-en-1-Oic acid	HMDB
13,14-dihydro-PGF2-alpha	HMDB
13,14-Dihydrodinoprost	HMDB
13,14-Dihydroprostaglandin F2-alpha	HMDB
7-(3,5-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl)-5-heptenoate	HMDB
7-(3,5-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl)-5-heptenoic acid	HMDB
(5E)-7-[3,5-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoate	Generator, HMDB

Chemical Formula

C₂₀H₃₆O₅

Average Molecular Weight

356.4968

Monoisotopic Molecular Weight

356.256274262

IUPAC Name

(5E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid

Traditional Name

13,14-dihydro-pgf2-α

CAS Registry Number

27376-74-5

SMILES

CCCCCC(O)CCC1C(O)CC(O)C1C\C=C\CCCC(O)=O

InChI Identifier

InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,15-19,21-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4+

InChI Key

LLQBSJQTCKVWTD-QPJJXVBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0004239)
Cell membrane (HMDB: HMDB0004239)

Biofluid or Excreta

Urine (HMDB: HMDB0004239)

Cellular substructure

Extracellular (HMDB: HMDB0004239)
Membrane (HMDB: HMDB0004239)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0004239)

Source

Endogenous

Endogenous (HMDB: HMDB0004239)

Animal

Animal (HMDB: HMDB0004239)

Exogenous

Food

Food (HMDB: HMDB0004239)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0004239)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0004239)

Cellular process

Cell signaling (HMDB: HMDB0004239)

Multicellular process

Inflammatory response (HMDB: HMDB0004239)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0004239)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0004239)

Nutrient

Nutrient (HMDB: HMDB0004239)

Modulator

Immunomodulator (HMDB: HMDB0004239)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0004239)

Emulsifier (HMDB: HMDB0004239)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.183	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	4.1	ALOGPS
logP	2.82	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	99.51 m³·mol⁻¹	ChemAxon
Polarizability	42.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.925	31661259
DarkChem	[M-H]-	186.712	31661259
DeepCCS	[M+H]+	192.9	30932474
DeepCCS	[M-H]-	190.542	30932474
DeepCCS	[M-2H]-	223.428	30932474
DeepCCS	[M+Na]+	198.993	30932474
AllCCS	[M+H]+	195.8	32859911
AllCCS	[M+H-H2O]+	193.2	32859911
AllCCS	[M+NH4]+	198.1	32859911
AllCCS	[M+Na]+	198.8	32859911
AllCCS	[M-H]-	193.1	32859911
AllCCS	[M+Na-2H]-	194.5	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGF2a	CCCCCC(O)CCC1C(O)CC(O)C1C\C=C\CCCC(O)=O	4343.9	Standard polar	33892256
13,14-Dihydro PGF2a	CCCCCC(O)CCC1C(O)CC(O)C1C\C=C\CCCC(O)=O	1809.3	Standard non polar	33892256
13,14-Dihydro PGF2a	CCCCCC(O)CCC1C(O)CC(O)C1C\C=C\CCCC(O)=O	2917.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
13,14-Dihydro PGF2a,1TMS,isomer #1	CCCCCC(CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	3020.8	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TMS,isomer #2	CCCCCC(O)CCC1C(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O	2957.2	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TMS,isomer #3	CCCCCC(O)CCC1C(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O	2954.7	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TMS,isomer #4	CCCCCC(O)CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2945.9	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	2938.2	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #2	CCCCCC(CCC1C(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	2929.6	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #3	CCCCCC(CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2909.2	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #4	CCCCCC(O)CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O	2920.6	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #5	CCCCCC(O)CCC1C(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2878.7	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TMS,isomer #6	CCCCCC(O)CCC1C(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2864.3	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	2845.7	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TMS,isomer #2	CCCCCC(CCC1C(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2803.0	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TMS,isomer #3	CCCCCC(CCC1C(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2790.9	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TMS,isomer #4	CCCCCC(O)CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2816.9	Semi standard non polar	33892256
13,14-Dihydro PGF2a,4TMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2758.2	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TBDMS,isomer #1	CCCCCC(CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3275.2	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TBDMS,isomer #2	CCCCCC(O)CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O	3203.9	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TBDMS,isomer #3	CCCCCC(O)CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O	3202.6	Semi standard non polar	33892256
13,14-Dihydro PGF2a,1TBDMS,isomer #4	CCCCCC(O)CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3207.0	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3454.9	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #2	CCCCCC(CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3446.1	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #3	CCCCCC(CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3466.5	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #4	CCCCCC(O)CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O	3429.5	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #5	CCCCCC(O)CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3402.0	Semi standard non polar	33892256
13,14-Dihydro PGF2a,2TBDMS,isomer #6	CCCCCC(O)CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3394.6	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TBDMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3620.5	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TBDMS,isomer #2	CCCCCC(CCC1C(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3609.6	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TBDMS,isomer #3	CCCCCC(CCC1C(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3601.5	Semi standard non polar	33892256
13,14-Dihydro PGF2a,3TBDMS,isomer #4	CCCCCC(O)CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3583.7	Semi standard non polar	33892256
13,14-Dihydro PGF2a,4TBDMS,isomer #1	CCCCCC(CCC1C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3739.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGF2a GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q0-6398000000-6336b0f9c8622102b3dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGF2a GC-MS (4 TMS) - 70eV, Positive	splash10-00gi-3400279000-b9a5a3f06dbbfac61228	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13,14-Dihydro PGF2a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 10V, Positive-QTOF	splash10-00dr-0009000000-e73ee683923f18658db0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 20V, Positive-QTOF	splash10-00dr-2289000000-141f8c955665a3884c1c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 40V, Positive-QTOF	splash10-05bf-9170000000-6f21abde220bd787fc46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 10V, Negative-QTOF	splash10-0a4r-0009000000-81348dda2ad025fd81d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 20V, Negative-QTOF	splash10-052r-1029000000-7ccfba41f1513e5d36cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 40V, Negative-QTOF	splash10-0a4l-9042000000-738256e4d93d4bfdc448	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 10V, Positive-QTOF	splash10-00dr-0019000000-b100e87d9e613b0c680d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 20V, Positive-QTOF	splash10-00di-9556000000-43a5141208d1df0dc9fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 40V, Positive-QTOF	splash10-05fu-9400000000-8f60cd186586af166944	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 10V, Negative-QTOF	splash10-0a4i-0009000000-ca50430fcebead154dce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 20V, Negative-QTOF	splash10-0a4i-0059000000-f1c4ada2baf575a9aba1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13,14-Dihydro PGF2a 40V, Negative-QTOF	splash10-000x-7192000000-fca35727e2408193ef27	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023344

KNApSAcK ID

Not Available

Chemspider ID

4938997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6434009

PDB ID

Not Available

ChEBI ID

170865

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Masoodi M, Nicolaou A: Lipidomic analysis of twenty-seven prostanoids and isoprostanes by liquid chromatography/electrospray tandem mass spectrometry. Rapid Commun Mass Spectrom. 2006;20(20):3023-9. [PubMed:16986207 ]

Showing metabocard for 13,14-Dihydro PGF2a (HMDB0004239)

MOL for HMDB0004239 (13,14-Dihydro PGF2a)

3D MOL for HMDB0004239 (13,14-Dihydro PGF2a)

3D SDF for HMDB0004239 (13,14-Dihydro PGF2a)

3D-SDF for HMDB0004239 (13,14-Dihydro PGF2a)

PDB for HMDB0004239 (13,14-Dihydro PGF2a)

3D PDB for HMDB0004239 (13,14-Dihydro PGF2a)

SMILES for HMDB0004239 (13,14-Dihydro PGF2a)

INCHI for HMDB0004239 (13,14-Dihydro PGF2a)

Structure for HMDB0004239 (13,14-Dihydro PGF2a)

3D Structure for HMDB0004239 (13,14-Dihydro PGF2a)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra